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Thickening/stabilizing agent and thickened/stabilized composition using the same

a technology of stabilizing agent and composition, which is applied in the direction of pharmaceutical non-active ingredients, organic chemistry, coatings, etc., can solve the problem that the degree of gelatinization of 12-hydroxystearic acid cannot be adjusted, and achieve uniform stabilization of composition, thickening and/or stabilizing state stably, and easy to thicken and/or gelatinize

Active Publication Date: 2018-07-03
DAICEL CHEM IND LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0032]The compound represented by Formula (1) according to the present invention, when mutually dissolved in a fluid organic substance, can readily thicken and / or gelatinize the fluid organic substance, or can uniformly stabilize a composition containing the fluid organic substance. In addition, a compound thickened / stabilized by the compound represented by Formula (1) according to the present invention can maintain its thickened and / or stabilized state stably. Thus, the compound represented by Formula (1) according to the present invention is advantageously usable as thickening / stabilizing agents typically for cosmetics, coating materials, foodstuffs, and pharmaceutical preparations. The compound represented by Formula (1) according to the present invention, when used, allows these substances or materials to have viscosities adjusted within desired ranges and to maintain their formulations (compositions) uniformly, to offer better usability.

Problems solved by technology

However, 12-hydroxystearic acid is does not permit adjustment of the degree of gelatinization that it imparts, and can only cause the target component to be brought into a completely solidified state or to remain in a liquid state.

Method used

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  • Thickening/stabilizing agent and thickened/stabilized composition using the same
  • Thickening/stabilizing agent and thickened/stabilized composition using the same
  • Thickening/stabilizing agent and thickened/stabilized composition using the same

Examples

Experimental program
Comparison scheme
Effect test

synthesis example 1

ning / Stabilizing Agent (1) (1,2,4,5-benzenetetracarboxylic Acid di(butyramide) di(oleylamide))

[0089]Into a 100-mL four-neck separable flask equipped with a Dimroth condenser, a nitrogen inlet, a dropping funnel, and a thermocouple, 20 mL of pyridine, 3.0 g (0.014 mol) of 1,2,4,5-benzenetetracarboxylic 1,2:4,5-dianhydride, and 7.4 g (0.028 mol) of oleylamine were charged. The components were aged for 3 hours while setting the system internal temperature at 50° C.

[0090]Subsequently, 2.1 g (0.028 mol) of butylamine and 7.0 g (0.056 mol) of diisopropylcarbodiimide were charged, followed by aging for further 8 hours to give a crude mixture.

[0091]After removing low-boiling components from the crude mixture on an evaporator, the resulting matter was washed with methanol and yielded a pale yellow wet powder. Further, the obtained wet powder was recrystallized from CHCl3 / CH3OH (70 / 30 (v / v)) and yielded 7.3 g of 1,2,4,5-benzenetetracarboxylic di(butyramide) di(oleylamide) in a yield of 61%. T...

synthesis example 2

ning / Stabilizing Agent (2) (1,2,4,5-cyclohexanetetracarboxylic Acid di(butyramide) di(oleylamide))

[0093]Into a 100-mL four-neck separable flask equipped with a Dimroth condenser, a nitrogen inlet, a dropping funnel, and a thermocouple, 20 mL of pyridine, 4.5 g (0.02 mol) of 1,2,4,5-cyclohexanecarboxylic 1,2:4,5-dianhydride, and 10.7 g (0.04 mol) of oleylamine were charged. The components were aged for 3 hours, while setting the system internal temperature at 50° C.

[0094]Subsequently, 2.9 g (0.02 mol) of butylamine and 5.5 g (0.044 mol) of diisopropylcarbodiimide were charged, followed by aging for further 8 hours to give a crude mixture.

[0095]After removing low-boiling components from the crude mixture on an evaporator, the resulting matter was washed with methanol and yielded a pale yellow wet powder. Further, the obtained wet powder was recrystallized from CHCl3 / CH3OH (70 / 30 (v / v)) and yielded 11.6 g of 1,2,4,5-cyclohexanetetracarboxylic acid di(butyramide) di(oleylamide) in a yie...

synthesis example 3

ning / Stabilizing Agent (3) (1,2,4,5-benzenetetracarboxylic Acid di(2-ethylhexylamide) di(oleylamide))

[0097]Into a 100-mL four-neck separable flask equipped with a Dimroth condenser, a nitrogen inlet, a dropping funnel, and a thermocouple, 20 mL of pyridine, 3.0 g (0.014 mol) of 1,2,4,5-benzenetetracarboxylic 1,2:4,5-dianhydride, and 7.4 g (0.028 mol) of oleylamine were charged. The components were aged for 3 hours while setting the system internal temperature at 50° C.

[0098]Subsequently, 3.6 g (0.028 mol) of 2-ethylhexylamine and 7.0 g (0.056 mol) of diisopropylcarbodiimide were charged, followed by aging for further 8 hours to give a crude mixture.

[0099]After removing low-boiling components from the crude mixture on an evaporator, the resulting matter was washed with methanol and yielded a pale yellow wet powder. The obtained wet powder was recrystallized from CHCl3 / CH3OH (70 / 30 (v / v)) and yielded 5.9 g of 1,2,4,5-benzenetetracarboxylic acid di(2-ethylhexylamide) di(oleylamide) in ...

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Abstract

A compound that thickens and / or gelatinizes a fluid organic substance to a desired viscosity, or uniformly stabilizes a composition containing the fluid organic substance. Also, a thickening / stabilizing agent including the compound, a thickened / stabilized composition including the thickening / stabilizing agent and a fluid organic substance, and a method for producing the composition. The compound according to the present invention is represented by Formula (1):(R2—HNOC)4-n—R1—(CONH—R3)n  (1)where R1 is a group resulting from removing four hydrogen atoms from the structural formula of an aromatic hydrocarbon or cyclohexane, R2 is, independently in each occurrence, an aliphatic hydrocarbon group containing 1 to 4 carbon atoms, R3 is, independently in each occurrence, an aliphatic hydrocarbon group containing 6 or more carbon atoms, and n is an integer of 1 to 3.

Description

TECHNICAL FIELD[0001]The present invention relates to a novel compound that has the activity of thickening / stabilizing oils and other fluid organic substances. The present invention also relates to a thickening / stabilizing agent including the compound; and to a thickened / stabilized composition containing the thickening / stabilizing agent. The present application claims priority to Japanese Patent Application No. 2014-139534 filed to Japan on Jul. 7, 2014, the entire contents of which are incorporated herein by reference.BACKGROUND ART[0002]Techniques for thickening / stabilizing liquids are industrially very important. For example, mayonnaise and salad dressing, which are emulsions in metastable states, can stably maintain their emulsified states over the long term because their aqueous components are thickened / stabilized. For the thickening / stabilizing techniques, a variety of thickening / stabilizing agents have been developed. For example, alkyl acrylate copolymers are known as thicke...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): A61K8/42C09D7/43C09D7/00A61K47/18C07C235/82A23L29/20C07C235/84
CPCC07C235/84A23L29/20A61K8/42A61K47/18C09D7/43C07C235/82A61K2800/48A23V2002/00A61K2800/10A61K47/16C07C233/65A61K8/40C07C233/57
Inventor SAKANISHI, YUICHISAEKI, TAKASHIITOH, MAMI
Owner DAICEL CHEM IND LTD